So it's something deeper than the usual “political correctness” debate: the question really is, what is it about the world today that trumps the hallowed British traditions of celebrating failure, of moaning, of affectionate self-mockery? Why isn't the joke funny any more, or why doesn't the mocking seem affectionate?
(He points at the malaise that exists today—it was only funny when there was some hope—but I'm not sure that's the only answer…)